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CAS 3536-96-7
Chlorido(ethenyl)magnesium
Codes: (IX)101438-57-a, Atorvastatin-094, Chlorphenamine Maleate-008, (IIa)955428-2-a, Astaxanthin-045
Application context (from source-drug indications)
Breast cancerPaclitaxel/Encequidar mesylateAdenocarcinomaPaclitaxel/Encequidar mesylateAngiosarcomaPaclitaxel/Encequidar mesylateSolid tumourPaclitaxel/Encequidar mesylateCardiac and vascular disordersAtorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilHypertensionAtorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilHyperlipidaemiaAtorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilHeart diseaseAtorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilNasal congestionDextromethorphan Hydrobromide/Chlorphenamine Maleate/Ammonium chlorideSneezingDextromethorphan Hydrobromide/Chlorphenamine Maleate/Ammonium chlorideCoughDextromethorphan Hydrobromide/Chlorphenamine Maleate/Ammonium chlorideHyperlipidaemiaAtorvastatin strontiumSubarachnoid haemorrhageAtorvastatin strontiumHypertensionAtorvastatin strontiumCommon coldAcetaminophen/Chlorphenamine Maleate/Methylephedrine Hydrochloride/Sulfogaiacol/CaffeineHypersensitivity reactionChlorphenamine MaleateSeasonal allergic rhinitisChlorphenamine MaleateDermatitisChlorphenamine MaleateUrticariaChlorphenamine MaleatePruritusChlorphenamine MaleateDrug eruptionChlorphenamine MaleatePancreatic cancerPaclitaxelNon-small cell lung cancerPaclitaxelHodgkin's diseasePaclitaxelSeminomaPaclitaxelOvarian cancerPaclitaxelBreast cancerPaclitaxelPeripheral T-cell lymphomaGolidocitinibEB病毒感染GolidocitinibViral infectionGolidocitinibHistiocytosisGolidocitinib噬血细胞性淋巴组织细胞增多症GolidocitinibInterstitial lung diseaseGolidocitinib营养失调AstaxanthinKnee arthritisAstaxanthinDiabetic neuropathyAstaxanthinStrokeAstaxanthin
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Paclitaxel/Encequidar mesylate | Tier C — Watch / trade | - |
| Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril | Tier C — Watch / trade | - |
| Dextromethorphan Hydrobromide/Chlorphenamine Maleate/Ammonium chloride | Tier C — Watch / trade | - |
| Atorvastatin strontium | Tier C — Watch / trade | - |
| Acetaminophen/Chlorphenamine Maleate/Methylephedrine Hydrochloride/Sulfogaiacol/Caffeine | Tier C — Watch / trade | - |
| Chlorphenamine Maleate | Tier C — Watch / trade | - |
| Paclitaxel | Tier B — Position early | - |
| Golidocitinib | Tier C — Watch / trade | - |
| Astaxanthin | Tier C — Watch / trade | - |
Position in synthesis routes (up/downstream chain)
Ordered by route registration; left → right is the synthesis direction. The highlighted node is the current CAS; others link to their own profiles.
1-Methoxy-3-methylbenzene→1-Methoxy-5-methyl-1,4-cyclohexadiene→7-Methyl-1,4-dioxaspiro[4.5]dec-7-ene→3-Methyl-2-cyclohexen-1-one→Chlorido(ethenyl)magnesium→(±)-7-Methyl-1,4-dioxaspiro[4.5]decane-7,8-diol→(-)-(7R,8S)-7-Methyl-1,4-dioxaspiro[4.5]decane-7,8-diol→(7R,8S)-8-(Benzyloxy)-7-methyl-1,4-dioxaspiro[4.5]decan-7-ol→(4S)-4-(Benzyloxy)-3-methylcyclohex-2-en-1-one→[[(3S,4S)-4-(Benzyloxy)-3-ethenyl-3-methylcyclohex-1-en-1-yl]oxy](trimethyl)silane→(2R,3S,4S)-4-(Benzyloxy)-2-(hydroxymethyl)-3-methyl-3-vinylcyclohexanone→(2S,3S,4S)-4-(Benzyloxy)-3-ethenyl-2-(hydroxymethyl)-3-methylcyclohexanone
Atorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilOptimised routesteps: 15total yield: 3.83g(Atorvastatin-017)
(3R)-3-Hydroxyhex-5-enenitrile→Chlorido(ethenyl)magnesium→(2R)-1-Chloropent-4-en-2-ol→(3R)-3-[(Trimethylsilyl)oxy]hex-5-enenitrile→tert-Butyl (5R)-5-hydroxy-3-oxooct-7-enoate→tert-Butyl [(4R,6R)-6-[(2E)-2-(hydroxyimino)ethyl]-2,2-dimethyl-1,3-dioxan-4-yl]acetate→tert-Butyl (3R,5R)-3,5-dihydroxyoct-7-enoate→tert-Butyl [(4R,6R)-6-allyl-2,2-dimethyl-1,3-dioxan-4-yl]acetate→tert-Butyl [(4R,6S)-2,2-dimethyl-6-(2-oxoethyl)-1,3-dioxan-4-yl]acetate→Hydroxylamine hydrochloric acid→(4R)-2,2-Dimethyl-6beta-(2-hydroxyethyl)-1,3-dioxane-4beta-acetic acid tert-butyl ester→tert-Butyl [(4R,6R)-6-[2-[(methanesulfonyl)oxy]ethyl]-2,2-dimethyl-1,3-dioxan-4-yl]acetate→tert-Butyl [(4R,6R)-6-(2-azidoethyl)-2,2-dimethyl-1,3-dioxan-4-yl]acetate→(2R)-2-(Chloromethyl)oxirane→1-Methoxy-1-methylethyl methyl ether→1,1-Dimethylethyl monobromoacetate→(4R,6R)-6-(2-Aminoethyl)-2,2-dimethyl-1,3-Dioxane-4-acetic acid 1,1-dimethylethyl ester→1,1-Dimethylethyl acetate→Methyl (3R)-3-hydroxyhex-5-enoate
Atorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilOptimised routesteps: 15total yield: 36.3gAtorvastatin-152)
(2R)-2-Aminobutanedioic acid→(2R)-2-Chlorobutanedioic acid→(2R)-2-Chlorobutane-1,4-diol→2-[(2S)-Oxiran-2-yl]ethan-1-ol→(4S,6S)-4-[2-(Benzyloxy)ethyl]-6-(bromomethyl)-1,3-dioxan-2-one→(2S)-2-[2-(Benzyloxy)ethyl]oxirane→(3R)-1-(Benzyloxy)hex-5-en-3-ol→(3R)-1-(Benzyloxy)hex-5-en-3-yl tert-butyl carbonate→(4S,6S)-4-[2-(Benzyloxy)ethyl]-6-(bromomethyl)-2,2-dimethyl-1,3-dioxane→6-O-Acetyl-1-O-benzyl-2,4-dideoxy-3,5-O-(1-methylethylidene)-D-erythro-hexitol→1-O-Benzyl-2,4-dideoxy-3,5-O-(1-methylethylidene)-D-erythro-hexitol→6-O-Benzyl-3,5-dideoxy-2,4-O-(1-methylethylidene)-L-erythro-hexose→2-[(4R,6S)-6-[2-(Benzyloxy)ethyl]-2,2-dimethyl-1,3-dioxan-4-yl]ethanamine→(6xi)-1-O-Benzyl-2,4,7-trideoxy-3,5-O-(1-methylethylidene)-7-nitro-D-erythro-heptitol→(6xi)-6-O-Acetyl-1-O-benzyl-2,4,7-trideoxy-3,5-O-(1-methylethylidene)-7-nitro-D-erythro-heptitol→(4S,6R)-4-[2-(Benzyloxy)ethyl]-2,2-dimethyl-6-(2-nitroethyl)-1,3-dioxane→2-Propanone→Nitrocarbol→Chlorido(ethenyl)magnesium
Dextromethorphan Hydrobromide/Chlorphenamine Maleate/Ammonium chlorideOptimised routesteps: 3total yield: /
N-Methoxy-N-methylpyridine-2-carboxamide→Chlorido(ethenyl)magnesium→Dimethylamine→3-(Dimethylamino)-1-(pyridin-2-yl)propan-1-one→N,N-Dimethyl-2-([1,2,3]triazolo[1,5-a]pyridin-3-yl)ethan-1-amine→(4-Chlorophenyl)boranediol→1-(p-Chlorophenyl)-1-(2-pyridyl)-3-dimethylaminopropane
(3R)-3-Hydroxyhex-5-enenitrile→Chlorido(ethenyl)magnesium→(2R)-1-Chloropent-4-en-2-ol→(3R)-3-[(Trimethylsilyl)oxy]hex-5-enenitrile→tert-Butyl (5R)-5-hydroxy-3-oxooct-7-enoate→tert-Butyl [(4R,6R)-6-[(2E)-2-(hydroxyimino)ethyl]-2,2-dimethyl-1,3-dioxan-4-yl]acetate→tert-Butyl (3R,5R)-3,5-dihydroxyoct-7-enoate→tert-Butyl [(4R,6R)-6-allyl-2,2-dimethyl-1,3-dioxan-4-yl]acetate→tert-Butyl [(4R,6S)-2,2-dimethyl-6-(2-oxoethyl)-1,3-dioxan-4-yl]acetate→Hydroxylamine hydrochloric acid→(4R)-2,2-Dimethyl-6beta-(2-hydroxyethyl)-1,3-dioxane-4beta-acetic acid tert-butyl ester→tert-Butyl [(4R,6R)-6-[2-[(methanesulfonyl)oxy]ethyl]-2,2-dimethyl-1,3-dioxan-4-yl]acetate→tert-Butyl [(4R,6R)-6-(2-azidoethyl)-2,2-dimethyl-1,3-dioxan-4-yl]acetate→(2R)-2-(Chloromethyl)oxirane→1-Methoxy-1-methylethyl methyl ether→1,1-Dimethylethyl monobromoacetate→(4R,6R)-6-(2-Aminoethyl)-2,2-dimethyl-1,3-Dioxane-4-acetic acid 1,1-dimethylethyl ester→1,1-Dimethylethyl acetate→Methyl (3R)-3-hydroxyhex-5-enoate
(2R)-2-Aminobutanedioic acid→(2R)-2-Chlorobutanedioic acid→(2R)-2-Chlorobutane-1,4-diol→2-[(2S)-Oxiran-2-yl]ethan-1-ol→(4S,6S)-4-[2-(Benzyloxy)ethyl]-6-(bromomethyl)-1,3-dioxan-2-one→(2S)-2-[2-(Benzyloxy)ethyl]oxirane→(3R)-1-(Benzyloxy)hex-5-en-3-ol→(3R)-1-(Benzyloxy)hex-5-en-3-yl tert-butyl carbonate→(4S,6S)-4-[2-(Benzyloxy)ethyl]-6-(bromomethyl)-2,2-dimethyl-1,3-dioxane→6-O-Acetyl-1-O-benzyl-2,4-dideoxy-3,5-O-(1-methylethylidene)-D-erythro-hexitol→1-O-Benzyl-2,4-dideoxy-3,5-O-(1-methylethylidene)-D-erythro-hexitol→6-O-Benzyl-3,5-dideoxy-2,4-O-(1-methylethylidene)-L-erythro-hexose→2-[(4R,6S)-6-[2-(Benzyloxy)ethyl]-2,2-dimethyl-1,3-dioxan-4-yl]ethanamine→(6xi)-1-O-Benzyl-2,4,7-trideoxy-3,5-O-(1-methylethylidene)-7-nitro-D-erythro-heptitol→(6xi)-6-O-Acetyl-1-O-benzyl-2,4,7-trideoxy-3,5-O-(1-methylethylidene)-7-nitro-D-erythro-heptitol→(4S,6R)-4-[2-(Benzyloxy)ethyl]-2,2-dimethyl-6-(2-nitroethyl)-1,3-dioxane→2-Propanone→Nitrocarbol→Chlorido(ethenyl)magnesium
Acetaminophen/Chlorphenamine Maleate/Methylephedrine Hydrochloride/Sulfogaiacol/CaffeineOptimised routesteps: 3total yield: /
N-Methoxy-N-methylpyridine-2-carboxamide→Chlorido(ethenyl)magnesium→Dimethylamine→3-(Dimethylamino)-1-(pyridin-2-yl)propan-1-one→N,N-Dimethyl-2-([1,2,3]triazolo[1,5-a]pyridin-3-yl)ethan-1-amine→(4-Chlorophenyl)boranediol→1-(p-Chlorophenyl)-1-(2-pyridyl)-3-dimethylaminopropane
N-Methoxy-N-methylpyridine-2-carboxamide→Chlorido(ethenyl)magnesium→Dimethylamine→3-(Dimethylamino)-1-(pyridin-2-yl)propan-1-one→N,N-Dimethyl-2-([1,2,3]triazolo[1,5-a]pyridin-3-yl)ethan-1-amine→(4-Chlorophenyl)boranediol→1-(p-Chlorophenyl)-1-(2-pyridyl)-3-dimethylaminopropane
1-Methoxy-3-methylbenzene→1-Methoxy-5-methyl-1,4-cyclohexadiene→7-Methyl-1,4-dioxaspiro[4.5]dec-7-ene→3-Methyl-2-cyclohexen-1-one→Chlorido(ethenyl)magnesium→(±)-7-Methyl-1,4-dioxaspiro[4.5]decane-7,8-diol→(-)-(7R,8S)-7-Methyl-1,4-dioxaspiro[4.5]decane-7,8-diol→(7R,8S)-8-(Benzyloxy)-7-methyl-1,4-dioxaspiro[4.5]decan-7-ol→(4S)-4-(Benzyloxy)-3-methylcyclohex-2-en-1-one→[[(3S,4S)-4-(Benzyloxy)-3-ethenyl-3-methylcyclohex-1-en-1-yl]oxy](trimethyl)silane→(2R,3S,4S)-4-(Benzyloxy)-2-(hydroxymethyl)-3-methyl-3-vinylcyclohexanone→(2S,3S,4S)-4-(Benzyloxy)-3-ethenyl-2-(hydroxymethyl)-3-methylcyclohexanone
(2-Nitrophenyl)boronic acid→Chlorido(ethenyl)magnesium→(Vinyl)magnesium bromide→1H-Indol-7-ylboronic acid→7-Nitro-1H-indole
1-Chloroethylene→Chlorido(ethenyl)magnesium→Acetylene→1-Buten-3-one→(2E)-3-Methylpent-2-en-4-yn-1-ol→2-Hydroxyethyl methyl ketone→(Ethynyl)magnesium bromide→3-Methylpent-4-yne-1,3-diol
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